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Henry Keeling has a diverse work experience spanning several industries. Their most recent role is as the Director of Commercial Partnerships at The R&A, starting in 2023. Prior to that, they held roles at the National Football League (NFL), starting as a Senior Commercial Partnerships Manager in 2019 and later becoming the Director of Commercial Partnerships until 2023. Henry also worked as a Commercial Partnerships Manager at the European Tour from 2015 to 2019. Before their career in sports, Henry was a Sponsorship & Business Development Executive at IMG - Golf Division from 2013 to 2015. Henry started their professional journey at Hydrogen Group as a Consultant in 2012 and briefly served as Assistant to the London 2012 Olympic Programme Director at the British Olympic Association. Henry has also worked as a Resident Tutor and PE Teacher at Cheltenham College, where they were responsible for coaching sports teams and managing a boarding house.

Henry Keeling received their Bachelor's Degree in Science (ExSS) from the University of Sydney from 2007 to 2010. Before attending university, they studied at Cheltenham College from 2001 to 2006, although no specific degree or field of study information is provided for this period. In addition to their formal education, Keeling obtained a certification as a BASI Level 2 Instructor & Alpine Development Coach L1 from the British Association of Snowsport Instructors (BASI) in January 2010.